Steroidal C-21 heteroaryl thioethers (Part 2): discovery of orally bioavailable selective glucocorticoid receptor modulators (dissociated steroids).

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Biju P, McCormick K, Aslanian R, Berlin M, Solomon D, Wang H, Lee YJ, Bitar R, Prelusky D, McLeod R, Jia Y, Fernandez X, Eckel S, House A, Lieber G, Jimenez J, Kelly G, Chapman R, Phillips J, Anthes J

Steroidal C-21 heteroaryl thioethers (Part 2): discovery of orally bioavailable selective glucocorticoid receptor modulators (dissociated steroids).

Bioorg Med Chem Lett. 2012 Jan 15;22(2):1086-90. doi: 10.1016/j.bmcl.2011.11.120. Epub 2011 Dec 7.

PubMed ID

22197391 [ View in PubMed

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Abstract

The prednisolone C-21 heteroaryl thioethers have been synthesized and evaluated in cell based transrepression and transactivation assays. Most of the compounds demonstrated weak transactivational activity in both human and rat tyrosineaminotransferase functional assay while keeping potent anti-inflammatory activity. The benzimidazole thioether 7 exhibited comparable anti-inflammatory activity and improved safety profile compared to the classical oral steroid prednisolone.

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Prednisolone	Glucocorticoid receptor	IC 50 (nM)	7.7	N/A	N/A	Details
Prednisolone	Glucocorticoid receptor	IC 50 (nM)	340	N/A	N/A	Details